Precinct One/Upper Dedham Homes for Sale

Precinct One/Upper Dedham Homes for Sale

Welcome to Precinct One in Upper Dedham, a charming and picturesque neighborhood nestled in the heart of Dedham, Massachusetts. Known for its rich history and stunning landscapes, this area offers a perfect blend of suburban tranquility and urban convenience. Residents enjoy a tight-knit community atmosphere, characterized by beautiful tree-lined streets, well-maintained parks, and a variety of local shops and eateries that cater to every taste.

Upper Dedham is not just a place to live; it's a lifestyle. The region boasts excellent schools, making it ideal for families, while young professionals appreciate the easy commute to Boston, just a short drive away. Outdoor enthusiasts will find plenty to love here, with nearby conservation areas and the Charles River offering ample opportunities for hiking, biking, and leisurely strolls.

When it comes to real estate, Precinct One has a diverse selection of homes for sale that cater to various lifestyles and budgets. From charming colonial-style houses with spacious yards to modern townhomes that offer low-maintenance living, there's something for everyone. Many homes feature beautiful architectural details, updated amenities, and proximity to local parks and recreational facilities.

With its welcoming community spirit and convenient access to urban amenities, Upper Dedham is an ideal place to call home. Whether you're looking to settle down or invest in a property, explore the homes for sale in this delightful neighborhood and discover the perfect spot to create lasting memories. Your dream home awaits in Precinct One!

Newest Precinct One/Upper Dedham Homes for Sale

68 Court St., Dedham
$1,225,000
4 Beds ⋅ 3 Baths ⋅ 73593632 MLS
Step into a piece of Dedham's history at 68 Court St. Originally constructed in 1819, this distinguished single-family residence is located in the heart of Precinct 1. Offering 2,671 square feet of living space, this historic property harmonizes the enduring character of its era with the functionality required for modern living, establishing a unique presence within the community. The residence features four bedrooms, providing flexible living arrangements that accommodate a variety of lifestyle requirements. Each room is designed to offer a tranquil space, ensuring that the occupants enjoy both privacy and comfort. The interior layout includes two full bathrooms and a powder room strategically positioned to support the needs of both residents and guests. The updated kitchen opens to the generously sized family room with gas fireplace - the home's versatile floor plan adapts to your lifestyle, ensuring every occupant has a sense of privacy and ease. Outside, the 6,496-square-foot lot is a true retreat. The professionally landscaped, fenced-in yard offers a lush, private backdrop for outdoor dining or morning coffee, serving as a seamless extension of the indoor living space. Located just two blocks from the vibrant center of town, this property combines historic character with an unbeatable location. Reach out today to schedule your private tour of this Precinct 1 gem.

68 Court St., Dedham

Listing courtesy of Listing Agent: Linda Dwinell Logan from Listing Office: Compass.
446 Westfield Street, Dedham
$2,199,000
4 Beds ⋅ 5 Baths ⋅ 73585522 MLS
Welcome to 446 Westfield Street! Beautiful McKay designed Colonial overlooking Weld Pond. This exceptional home offers three finished levels of living space with open floor plan, 10 ft ceilings and custom millwork throughout. A welcoming foyer opens to French doors to private office/living room, and elegant dining room with coffered ceiling and wainscoting. Sun-filled family room with fireplace flanked with custom built-ins, four panel slide out to expansive deck, overlooking scenic yard and pond. Timeless white Kramer kitchen with floor to ceiling custom inset cabinetry, oversized island, quartz counters, high-end appliances and abundant storage with sliders out to deck and fenced in yard. Upstairs, the stunning primary suite offers two walk-in closets, spa like bath with soaking tub and spacious shower. Two bedrooms share a Hollywood bath, ensuite bedroom and convenient laundry complete the second floor. The finished lower level has been enhanced with a newly added kitchen, creating flexibly for an in-law/au pair suite or extended-stay guests. Bonus room with built-ins and sliders to patio, media room/gym, storage and full bath complete this impressive level. Frontage on Weld Pond and walking trails across the street at Wilson Mountain Reservation. Close to highway, train, shopping and restaurants. Ready to move right in.

446 Westfield Street, Dedham

Listing courtesy of Listing Agent: Theresa M. David from Listing Office: Gibson Sotheby's International Realty.
800 High St., Dedham
$2,499,000
8 Beds ⋅ 5 Baths ⋅ 73577275 MLS
Welcome to a premier property in the coveted Precinct 1 neighborhood, this distinguished residence combines timeless elegance, generous scale, and an exceptional location just steps from downtown Dedham. Beautifully positioned, the home showcases hardwood floors, classic finishes, and refined carpentry throughout. The sun-filled first floor offers gracious living, dining, family room and country kitchen with brick fireplace, creating an inviting setting for both everyday living & entertaining. With 8 bedrooms in total, including 3 in a private accessory apartment on the top floor, the home offers exceptional flexibility for extended family, guests, or au pair accommodations. Six fireplaces add architectural charm, while a detached 2-car garage and expansive grounds complete this rare offering. From its stately presence to its unbeatable proximity to downtown Dedham, this is a special opportunity to own a home with history and charm.

800 High St., Dedham

Listing courtesy of Listing Agent: Linda Dwinell Logan from Listing Office: Compass.
65 Deerpath Road, Dedham
$1,850,000
4 Beds ⋅ 3 Baths ⋅ 73574597 MLS
Set on a quiet cul-de-sac in Precinct 1 with easy access to Route 95, this young Classic Colonial pairs timeless curb appeal with sophisticated interior design. The clapboard exterior showcases arched windows, decorative keystone lintels, and pilasters, while a south-facing orientation fills the home with natural light throughout the day. Inside, professionally designed spaces feature high ceilings, wainscoting, and crown moldings. The front entry, flanked by gracious living room and office, leads to a cozy sitting room and a two-story family room with fireplace. A large eat-in kitchen with stainless steel appliances and butcher block counters opens to an expansive deck overlooking the large level yard. Also accessible from the kitchen is a pantry, mudroom, and attached two-car garage. Upstairs you will find a luxurious primary bedroom suite with spacious bath and two walk-in closets. Three more bedrooms and bath complete this floor. An unfinished attic and basement offer tremendous potential to expand — imagine the possibilities. Deerpath offers easy access to Wilson Mountain’s 200+ acres of trails and kayaking on the Charles River. Also nearby are the historic village center with boutique shopping, restaurants, yoga/Pilates studios and independant movie theater, Legacy Place and University Station for mall shopping, commuter rail stations to Boston, Providence and NYC, and easy access to many fine private schools. Discover all that Dedham has to offer!

65 Deerpath Road, Dedham

Listing courtesy of Listing Agent: Hope McDermott from Listing Office: Hope McDermott Real Estate.
47 Bemis Road, Dedham
$2,375,000
6 Beds ⋅ 6 Baths ⋅ 73574095 MLS
Precinct 1 Refined 6-bedroom residence that blends classic New England charm with modern luxury. Set on a private 1.3-acre lot, this beautifully updated home offers the rare combination of tranquil living & walkable convenience—just blocks from Dedham Square’s restaurants and shops. The home’s elegant design welcomes you with gracious living spaces drenched in natural light, showcasing fine millwork, gleaming hardwood floors, and thoughtful updates throughout. A chef’s kitchen with premium appliances seamlessly transitions to an inviting dining room, perfect for entertaining. A first-floor bedroom with its own ensuite bath offers ideal flexibility for guests, extended family, or single-level living. Upstairs, additional spacious bedrooms provide flexibility for family, guests, or office needs. Outside are impeccable gardens ideal for entertaining or relaxing. Every corner reflects comfort, craftsmanship, and sophistication.SELLER OFFERING A 1% BUY DOWN at this price.

47 Bemis Road, Dedham

Listing courtesy of Listing Agent: Linda Dwinell Logan from Listing Office: Compass.
7 Schoolmaster Lane, Dedham
$2,590,000
5 Beds ⋅ 7 Baths ⋅ 73569193 MLS
Welcome to 7 Schoolmaster Lane, a distinguished residence offering luxury, privacy, and refined living in one of Dedham's most desirable neighborhoods. From the moment you enter, you're greeted by soaring ceilings, sun-filled interiors, and a thoughtful layout designed for both everyday comfort and elevated entertaining. The main living spaces flow seamlessly into a chef's kitchen featuring premium appliances, generous prep space, and an open design ideal for gatherings. The upper level offers spacious bedrooms, including a serene primary suite with spa-like finishes and ample closet space. Multiple living areas throughout the home provide flexibility for work, relaxation, and hosting. A multi-zone heating and cooling system ensures year-round comfort across all levels, complemented by a spacious garage and ample driveway parking. Over time, the home has quietly hosted notable professional athletes and high-profile guests, reflecting its exclusivity and privacy. Property will be delivered with passing Title V Certificate.

7 Schoolmaster Lane, Dedham

Listing courtesy of Listing Agent: Smith & Oak Greater Boston Group from Listing Office: Smith and Oak Real Estate Co..
34 Rocky Ridge Lane, Dedham
$2,985,000
4 Beds ⋅ 4 Baths ⋅ 73566486 MLS
Extraordinary, one-of-a-kind private estate commanding a majestic hilltop position on 9.5 sprawling acres of broad lawns, mature woods, and breathtaking western sunsets. Serving as the anchor of Rocky Ridge Lane—an exclusive new four-lot private enclave situated near the prestigious Dedham Country & Polo Club—this rare property seamlessly blends tranquil privacy with ultimate geographic convenience. Built in 2000, the architect-designed main house exudes the classic elegance and sophistication of a European country house. Principal rooms boast high ceilings, impeccable attention to detail, and an abundance of natural light streaming through a series of French doors that open to a stunning west-facing stone and brick terrace. The generous spaces are perfectly tailored for both grand and casual entertaining, having recently been beautifully renovated and reconfigured to yield additional informal living spaces. Newly renovated kitchen with island bar and sitting area opens onto dining area and family room with bar. Main-level living is made effortless by a luxurious first-floor primary suite, which captures serene views of the outdoor fountain and the property’s defining historic feature. Steeped in history, the property which once was the Capen Farm, then the site of the clubhouse of Dedham Country Club, includes the "Castle," a spectacular c.1930 stone and slate 1,400-square-foot fairy-tale outbuilding. Designed by renowned architect Henry Richardson Shepley, it features a striking crenelated tower and was originally built to house and protect its owner’s important collection of books and manuscripts. The magnificent library’s original casework and paneling have recently been painstakingly restored to their former beauty and luster. Featuring its own kitchenette and 3/4 bath, this one-of-a-kind sanctuary, complete with hidden doors, spiral staircase, and lofted garret room offers endless potential to be reimagined as the ultimate home professional office, artist or writer's studio, wunderkammer, music room, collector's display, masculine retreat, or ADU. While offering a peaceful and secluded country-like sanctuary, this exceptional home enjoys unparalleled proximity to Dedham, Westwood, and Needham town centers. It provides easy access to Route 128/95, top-tier private schools, multiple commuter rail options, Legacy Place, and Westwood Station, striking the perfect balance between timeless luxury and convenient accessibility.

34 Rocky Ridge Lane, Dedham

Listing courtesy of Listing Agent: Gregory Carlevale from Listing Office: eXp Realty LLC - Corporate Office.
262 Meadowbrook Road, Dedham
$4,499,900
5 Beds ⋅ 7 Baths ⋅ 73555706 MLS
An extraordinary new luxury residence to be constructed in Dedham’s coveted Precinct One. Thoughtfully designed to blend timeless architecture with modern living, this exceptional home will offer approximately 4,000–6,000 square feet of refined living space, premium finishes, and outstanding craftsmanship throughout. Depending upon the stage of construction, purchasers may have the opportunity to personalize select finishes and design elements. Ideally situated on one of Precinct One’s most desirable streets, the property offers convenient access to Legacy Place, private schools, commuter routes, and downtown Boston. Renderings are for illustrative purposes only. Specifications, dimensions, features, and finishes are subject to change.

262 Meadowbrook Road, Dedham

Listing courtesy of Listing Agent: Michael Musto from Listing Office: RE/MAX Distinct Advantage.
20 Shuttleworth Place, Dedham
$2,499,900
5 Beds ⋅ 5 Baths ⋅ 73555272 MLS
An exceptional opportunity to personalize a luxury new construction residence in one of Dedham’s most desirable neighborhoods. Designed to offer over 6,000 SF of thoughtfully planned living space, this custom home combines timeless architecture with expansive interiors, generous entertaining spaces, and exceptional flexibility for today’s lifestyle. Offered during construction, buyers may have the opportunity to select certain finishes and design elements, depending on the stage of completion. Conceptual AI renderings illustrate the intended architectural vision and possible completed design, providing inspiration for the home’s full potential. A rare chance to create a custom luxury residence with outstanding craftsmanship, scale, and location, just minutes from Boston, Legacy Place, private schools, and major commuter routes.

20 Shuttleworth Place, Dedham

Listing courtesy of Listing Agent: Michael Musto from Listing Office: RE/MAX Distinct Advantage.
35 Shuttleworth Place, Dedham
$2,449,900
4 Beds ⋅ 5 Baths ⋅ 73552132 MLS
Exceptional new luxury construction offering over 6,000 SF of thoughtfully designed living space on a beautifully sited lot in one of Dedham’s most desirable neighborhoods. This custom residence blends timeless architecture with expansive, light-filled interiors, generous entertaining spaces, and flexible living designed for today’s lifestyle. A gourmet kitchen anchors the main level, flowing seamlessly to elegant gathering areas, private home office, covered porch, and outdoor living spaces. Upstairs, spacious bedroom suites provide comfort and privacy, while the finished third level offers exceptional flexibility for a family lounge, playroom, media room, fitness studio, or home office. The property is presented with current photography modified with AI to showcase its potential. A rare opportunity to own a distinguished new home with exceptional scale, craftsmanship, and versatility, minutes from Boston, Legacy Place, private schools, and major commuter routes.

35 Shuttleworth Place, Dedham

Listing courtesy of Listing Agent: Michael Musto from Listing Office: RE/MAX Distinct Advantage.
Start Your Search

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

How much is your home worth?

Get instant property value now!